中性大环内酯类抗生素西托伐菌素的生物合成及13C核磁共振归属

Biosynthesis and 13C NMR assignment of cytovaricin, a neutral macrolide antibiotic.

作者信息

Kihara T, Ubukata M, Uzawa J, Isono K

机构信息

Antibiotics Laboratory, RIKEN, Institute of Physical and Chemical Research, Saitama, Japan.

出版信息

J Antibiot (Tokyo). 1989 Jun;42(6):919-25. doi: 10.7164/antibiotics.42.919.

DOI:10.7164/antibiotics.42.919

PMID:2737951

Abstract

13C NMR analysis of 13C-labeled cytovaricin which was obtained by feeding sodium [1-13C]-, [2-13C]-, and [1,2-13C]acetates, [1-13C]- and [3-13C]propionates, [1-13C]isobutyrate and [methyl-13C]methionine to cultures of Streptomyces diastatochromogenes showed that the aglycone of cytovaricin is derived from nine acetate units, six propionate units and one isobutyrate unit and the methoxy group at C-3' of cymarose moiety is derived from the methionine-S-methyl group. The 13C NMR spectra of 13C-labeled cytovaricins which were obtained from feeding experiments allowed the complete assignment of the 13C NMR spectrum of cytovaricin.

摘要

通过向龟裂链霉菌培养物中添加[1-¹³C]-、[2-¹³C]-和[1,2-¹³C]乙酸钠、[1-¹³C]-和[3-¹³C]丙酸盐、[1-¹³C]异丁酸盐以及[甲基-¹³C]甲硫氨酸所获得的¹³C标记的变胞藻素的¹³C NMR分析表明，变胞藻素的苷元源自九个乙酸单位、六个丙酸单位和一个异丁酸单位，并且洋地黄毒糖部分C-3'位的甲氧基源自甲硫氨酸的S-甲基基团。从饲喂实验中获得¹³C标记的变胞藻素的¹³C NMR谱，使得能够对变胞藻素的¹³C NMR谱进行完全归属。